Dog Boarding Gum Crossroads

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Gum Crossroads, Find top rated dog boarding

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Sylvia L.
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Sylvia L.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 27 reviews
12 repeat clients
20 years of experience
Millsboro, DE, 19966

“Sylvia was a perfect fit for our dog. Daisy tends to be a little shy but was best friends with Sylvia within an hour.. if that. Sylvia was great at sending me pictures throughout the day of my furbaby. Daisy looked very comfortable and relaxed. When I went to pick her up, Daisy had already claimed Sylvia as her person and did not recognize me for about 15 seconds..which felt like a lifetime. Although I felt alitte jolted..it showed me that my dog really liked Sylvia and that..my friends..is priceless. Thank you once again for becoming my dogs... person.. while we are on vacation.”

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James L.
Sitter Profile Image: Jessica R.
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Jessica R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 29 reviews
11 repeat clients
40 years of experience
Milton, DE, 19968

“Really great sitter! I was in a last minute jam and she responded so quickly and sent update photos through out the time my kitten was there. Highly recommend:)”

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Alondra S.
Sitter Profile Image: Kelly G.
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Kelly G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 43 reviews
16 repeat clients
10 years of experience
Millsboro, DE, 19966

“Kelly G was amazing with Luna. She made Luna feel like she was at home with us and Luna didn’t miss a beat while we were gone. She did a tremendous job with everything overall. I would recommend Kelly G to anyone and everyone who needs a dog sitter. She sent plenty of updates and pictures and made our first time using a dog sitter a great overall experience. Thanks Kelly G”

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Sean P.
Sitter Profile Image: Michele V.
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Michele V.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 91 reviews
26 repeat clients
40 years of experience
Milton, DE, 19968

“Daisy loved being with Michele! Daisy loves being the center of attention. She got to walk and play and share her love. Michele is a great communicator and we were happy to get little notes assuring us that Daisy cared for with care and joy! Thank you Michele! Amy & Dan”

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Amy S.
Sitter Profile Image: Sandee W.
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Sandee W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 38 reviews
11 repeat clients
50 years of experience
Milton, DE, 19968

“Leaving our dog, Mazie with Sandee gives us total peace of mind. She is incredibly reliable and communicative, sending us multiple updates and photos daily. It is comforting to see how happy and relaxed Mazie is in her care. We always return to a happy, healthy dog and feel completely confident that everything is taken care of. We're very grateful that we have found her and highly recommend her to anyone who needs a trustworthy and experienced sitter.”

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Wendy N.
Sitter Profile Image: Megan W.
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Megan W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 37 reviews
9 repeat clients
21 years of experience
Lewes, DE, 19958

“Megan is a wonderful pet sitter! It’s clear how much she loves our pup and makes sure he gets lots of attention and play time. She’s great with communication and always responsive and flexible. Leaving our pup with Megan gives my wife and I peace of mind. We highly recommend her!”

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Rich M.
Sitter Profile Image: Lacy M.
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Lacy M.
Star Sitter
from
$28
per night
5.0 out of 5 stars
• 33 reviews
17 repeat clients
20 years of experience
Laurel, DE, 19956

“Lacy and her daughter were great! They frequently sent me pictures of koda to insure me that he was ok and happy while I was away. Definitely recommend ☺️”

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Sarah P.
Sitter Profile Image: Paige & Cameron D.
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Paige & Cameron D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 24 reviews
5 repeat clients
6 years of experience
Georgetown, DE, 19947

“Paige was great. She was available on short notice and was accommodating to a weird drop-off time due to bad weather. She was attentive to my animals needs and it was obvious my pup had a great time with her. She sent tons of pictures and videos and gave comprehensive daily updates. I would absolutely recommend this sitter and will be using her again in the future.”

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Patrick L.
Sitter Profile Image: Kate B.
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Kate B.
from
$50
per night
4.9 out of 5 stars
• 105 reviews
35 repeat clients
35 years of experience
Delmar, MD, 21875

“Kate was wonderful and Mr. Peanut settled in quite quickly with her AND her two own dogs. Peanut is very picky at who he likes and doesn't like. But he got along with the pack and as a doggie mom, that made me feel good. I will definitely use Kate again. As far as the Rover website, there looks to be some logistical issues. On my screen, it told me Kate was 82miles away, but a 30min drive. Please get that fixed. Rover for me was hard to use. I like simple. But Rover has all these twists and turns. For example, I was not allowed to just message sitters. I was forced to pick dates. I had been looking for a new babysitter for Mr. Peanut since we just moved, but Rover made me wait til I needed someone asap, which made my experience stressful. Not good. We should be able to meet and talk to these folks before we book. After all, we are parents, and we all should be allowed to interview these sitters much like we would if they were our human children. Thankfully Kate worked out. But it could have gone a lot smoother. Thanks Kate (and daughter!)”

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Leah R.
Sitter Profile Image: Amy A.
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Amy A.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 13 reviews
5 repeat clients
50 years of experience
Laurel, DE, 19956

“Amy is an angle. She was so down to earth and I felt at ease leaning my boy with her. She kept me updated throughout the entire day with pictures and videos. She took my baby on an adventure with lots of trips and care rides which he loves. I told her what he likes and didn’t and she made sure to do all the things he loves. In every picture and video she sent I saw how happy my baby boy was. Definitely booking with her again! Thank you so much he had so much fun and you showed him so much love. 😊😊”

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Sterline P.
Sitter Profile Image: Michele F.
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Michele F.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 36 reviews
7 repeat clients
30 years of experience
Harbeson, DE, 19951

“So glad we found Michele! Our Zoey was so happy from the moment we arrived. Michele took great care of Zoey and sent pictures and updates! Highly recommend!”

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Diane B.
Sitter Profile Image: Cory P.
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Cory P.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 19 reviews
5 repeat clients
4 years of experience
Dagsboro, DE, 19939

“I can always tell when Lucy is taking well care of by her demeanor when I pick her up and after. She came home happy and content thank you so much.”

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John C.
Sitter Profile Image: Brenda S.
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Brenda S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 114 reviews
49 repeat clients
15 years of experience
Milton, DE, 19968

“Brenda and her family were great! She has a big, fenced yard and her dog Gonzo is a great playmate. My dog can be timid in new surroundings but Brenda made sure Indy was very comfortable during his stay. I highly recommend Brenda for your dog-sitting needs!”

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Lindsey & Craig C.
Sitter Profile Image: Jenna C.
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Jenna C.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 225 reviews
61 repeat clients
10 years of experience
Ocean View, DE, 19970

“Everything went well with Gingerbread's first visit with Jenna. Jenna sent us daily updates and answered text messages quickly. She was punctual and kind and even let us visit before our actual booking so Gingerbread, me, and the kiddo would have an idea of where she would be spending her time.”

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Karen J.
Sitter Profile Image: Karen L.
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Karen L.
from
$48
per night
5.0 out of 5 stars
• 25 reviews
9 repeat clients
10 years of experience
Lewes, DE, 19958

“Karen and her husband Sean were wonderful with our Molly. She was immediately comfortable with Karen, and both were so gentle and loving with her. We’ll definitely use them again.”

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James J.
Sitter Profile Image: Carlie A.
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Carlie A.
from
$60
per night
5.0 out of 5 stars
• 69 reviews
21 repeat clients
15 years of experience
Ocean Pines, MD, 21811

“Carlie was outstanding. We had some blips in our plans and she was extremely accommodating. Her communication was great and it was apparent she cared for our pup. We would highly recommend her.”

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Brandon B.
Sitter Profile Image: Barbara R.
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Barbara R.
from
$60
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
25 years of experience
Milton, DE, 19968

About: I am a proud pup and kitty parent. I have been taking care of pets professionally sine 2005. I provide daily dog walking, doggie boarding and kitty pet sitting services in the Milton area. Fabulous references to attest to my quality care. Contact me for a free consult. I look forward to adding you to the Animal Lovers family! I accept dogs that are friendly to all dogs and humans. No aggressive behaviors. I also can only accept potty trained dogs. I can administer medications and only work outside the home part-time so can easily provide potty breaks and walks every 4 hours. My dog Benny is very friendly and loves doggie company! I am available for daily dog walking Monday thru Friday and petsitting 7 days per week. I am available for boarding as schedule permits as I only take 1 dog, dog family, at a time. I have a home in Milton with a 6 foot privacy fence. I have 1 pup, a Yorkie poo who is used to welcoming fun pup friends. I am never out of my home more than 4 hours when I have pup boarders. Your pup(s) is my priority and treated like a member of my family.

Sitter Profile Image: Daniela K.
Verified Background Check
Daniela K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 137 reviews
38 repeat clients
10 years of experience
Delmar, MD, 21875

“Daniela is an answer to a prayer for me. I had no one to help me with them if I wanted to go out of town. She was responsive and kind to my dogs. I hope I get a chance to take them to her again. I wish her the best in this endeavor in the future.”

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Bonnie M.
Sitter Profile Image: Stephanie C.
Verified Enhanced Background Check
Stephanie C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 52 reviews
6 repeat clients
13 years of experience
Lewes, DE, 19958

“Stephanie was great with Gilly. She was very hands on and affectionate... something Gilly demands!!! She sent lots of pictures throughout the stay and kept me updated. It was very comforting knowing that Gilly was in such great hands.”

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Beth B.
Sitter Profile Image: Daniel W.
Verified Enhanced Background Check
Daniel W.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 45 reviews
18 repeat clients
4 years of experience
Fruitland, MD, 21826

“Daniel was an amazing caregiver for Benny. He constantly sent me photos and updates + he was really flexible when my flight got delayed. I would recommend him to anyone in the area looking for a temporary home for your pet while you’re away.”

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Andrew N.
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Gum Crossroads

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FAQs for Dog Boarding - Gum Crossroads

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Gum Crossroads home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Gum Crossroads.

<b>Tip:</b> You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Gum Crossroads sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to 25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in DE ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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